To synthesize 2 Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors. These compunds were ranked 204 and 205 in the DEXP014-V1B file from D-EXP014.
Procedure
As described in Explan005
Two Ugi reactions were carried out in 1 dram vials labeled 1and 2. Vial 1 contained Phenanthrene-9-carboxaldehyde (0.25mmol, 51.6mg), t-butylamine(0.25mmol, 24.6uL), Phenylacetic Acid(0.25mmol, 34.0mg), and Tosylmethyl isocyanide (0.25mmol, 38.8mg), added in that order. Vial 2 contained 2-furaldehyde (0.25mmol, 30.5mg), Furfurylamine (0.25mmol, 27.4uL), 2,3 dihydroxybenzoic acid(0.25mmol, 38.5mg), and Tosylmethyl isocyanide (0.25mmol, 38.8mg), added in that order. After each addition, the solution was vortexed for 15s and made sure a homogeneous solution was obtained. The formation or absence of precipitate was noted. The dram vials were left at room temperature.
15:47: Weighed out phenylacetic acid, tosylmethyl isocyanide, phenanthrene-9-carboxaldehyde, 2-furaldehyde, and 2,3-dihydroxybenzoic acid on weighing paper
15:50: Added methanol (500uL) into the dram vials, followed by 15 seconds vortexing.
15:52: Added aldehyde into the dram vials, followed by 15 seconds vortexing.
15:55: Added amine into the dram vials, followed by 15 seconds vortexing.
15:58: Added acid into the dram vials followed by 15 seconds vortexing
16:02: Added isocyanide into dram vials followed by 15 seconds vortexing
16:04: Vials were kept in hood overnight
2007-11-19
15:38: Vials were looked at and determined to have no precipitate next chance you have take a pic - remember to vortex first
Objective
To synthesize 2 Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors. These compunds were ranked 204 and 205 in the DEXP014-V1B file from D-EXP014.Procedure
As described in Explan005Two Ugi reactions were carried out in 1 dram vials labeled 1and 2. Vial 1 contained Phenanthrene-9-carboxaldehyde (0.25mmol, 51.6mg), t-butylamine(0.25mmol, 24.6uL), Phenylacetic Acid(0.25mmol, 34.0mg), and Tosylmethyl isocyanide (0.25mmol, 38.8mg), added in that order. Vial 2 contained 2-furaldehyde (0.25mmol, 30.5mg), Furfurylamine (0.25mmol, 27.4uL), 2,3 dihydroxybenzoic acid(0.25mmol, 38.5mg), and Tosylmethyl isocyanide (0.25mmol, 38.8mg), added in that order. After each addition, the solution was vortexed for 15s and made sure a homogeneous solution was obtained. The formation or absence of precipitate was noted. The dram vials were left at room temperature.
Results
All results are recorded in the Master Table of all Ugi synthesis attemptsDiscussion
Conclusion
Experiment aborted - no results provided.Log
2007-11-16
15:47: Weighed out phenylacetic acid, tosylmethyl isocyanide, phenanthrene-9-carboxaldehyde, 2-furaldehyde, and 2,3-dihydroxybenzoic acid on weighing paper15:50: Added methanol (500uL) into the dram vials, followed by 15 seconds vortexing.
15:52: Added aldehyde into the dram vials, followed by 15 seconds vortexing.
15:55: Added amine into the dram vials, followed by 15 seconds vortexing.
15:58: Added acid into the dram vials followed by 15 seconds vortexing
16:02: Added isocyanide into dram vials followed by 15 seconds vortexing
16:04: Vials were kept in hood overnight
2007-11-19
15:38: Vials were looked at and determined to have no precipitatenext chance you have take a pic - remember to vortex first
Tags
phenanthrene-9-carboxaldehydeInChI=1/C15H10O/c16-10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-10Htosylmethylisocyanide InChI=1/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3
t-butylamine InChI=1/C4H11N/c1-4(2,3)5/h5H2,1-3H3
phenylacetic acid InChI=1/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3
2-furaldehyde InChI=1/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H
furfurylamine InChI=1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2